Search Vacation Homes in Windham

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 872 Vacation Homes in Windham with updated reviews, rates, and availability.

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House
Maine Cottage
Property grounds

Maine Cottage

9.8 out of 10, Exceptional, (74)
"We loved everything about our stay! "
Maine Cottage
Serenity between the lakes and seashore
Exterior

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (17)
"Truly represented on VBRO. We were very pleased. Clean and well stocked. Easy to get around area. 5 Stars from us. "
Serenity between the lakes and seashore
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Interior

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Oceanfront Home | Beach Access | Deck + Ping Pong
Offices

Oceanfront Home | Beach Access | Deck + Ping Pong

Oceanfront Home | Beach Access | Deck + Ping Pong
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
On the beach, sun loungers, beach towels

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (96)
"The property is well maintained and at a perfect location. Everything was so easy to find and use and even though there was a little bit of a mishap upon our first arrival, our host was quick to respond and very gracious with our questions and confusion. Would very much recommend "
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Elegant Orchard Retreat: Generous Yard & Patio
Beach

Elegant Orchard Retreat: Generous Yard & Patio

2.0 star property
8.8 out of 10, Excellent, (6)
"The house was very clean and comfortable. "
Elegant Orchard Retreat: Generous Yard & Patio
Cozy four-season getaway on Pettingill Pond
Microwave, oven, stovetop, dishwasher

Cozy four-season getaway on Pettingill Pond

Cozy four-season getaway on Pettingill Pond
One of kind Ocean Front Compound with private beach!
Interior

One of kind Ocean Front Compound with private beach!

9.2 out of 10, Wonderful, (12)
"Myself and my family get together. Every two years And stay at hills beach. We have been coming to this area since we were children and truly enjoy this location. This rental fit our needs perfectly with 3 different families all related And all with different needs. Our stay here allowed us to all be together and all have our own personal space. Lauren The owner was a great communicator and very accommodating to our needs. I absolutely recommend anyone who gets the chance to stay here."
One of kind Ocean Front Compound with private beach!
Private Lakefront Estate with 180 Degree Views
Property grounds

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views
Sun-Soaked Coastal Cottage w/ Deck + Walk to Beach
Exterior

Sun-Soaked Coastal Cottage w/ Deck + Walk to Beach

9.0 out of 10, Wonderful, (24)
"This trip was our first time at Old Orchard Beach. The location was incredible. Michael, our point of contact, was very responsive and helpful. The property, being steps from the beach, had all the amenities you could ask for. I recommend this property to anyone."
Sun-Soaked Coastal Cottage w/ Deck + Walk to Beach
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
Fridge, microwave, oven, stovetop

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

9.6 out of 10, Exceptional, (74)
"Enjoyed our stay to visit our Maine family.It snowed on Christmas Eve - just for us!Turned our Vrbo home into a winter wonderland!"
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel crib

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (40)
"Great place.... Very clean and everything you will need to stay. It was three levels and it had supplies needed for the beach (Beach wagon, chairs, towel, sand toys...). We stayed off season so most of the houses were vacant. We would definately come back again. I did send two messages to the owner, but did not get a response. "
The price is SAR 557
SAR 1,850 total
includes taxes & fees
25 Mar - 26 Mar
Beach House ∆ Prime Location ∆ Steps to the Ocean
Prime City Living Townhouse by RedAwning
Fridge, microwave, oven, dishwasher

Prime City Living Townhouse by RedAwning

2.0 star property
8.0 out of 10, Very Good, (1)
"It was very convenient. "
The price is SAR 589
SAR 1,886 total
includes taxes & fees
23 Mar - 24 Mar
Prime City Living Townhouse by RedAwning
Full sized home
Interior

Full sized home

9.6 out of 10, Exceptional, (24)
"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."
The price is SAR 844
SAR 1,378 total
includes taxes & fees
24 Mar - 25 Mar
Full sized home
WATERFRONT ON LONG LAKE
Exterior

WATERFRONT ON LONG LAKE

10.0 out of 10, Exceptional, (8)
"The Deck House was a great spot for our family vacation this year. We had a large group of adults + 1 baby and there was plenty of room to spread out. The kitchen was perfect for cooking large meals with two fridges and a large range/oven. Lots of space for yard games and great fishing and kayaking spot. Everything was clean and beds were very comfortable. "
WATERFRONT ON LONG LAKE
The Boathouse Cottage is a beachfront family retreat
Terrace/patio

The Boathouse Cottage is a beachfront family retreat

9.8 out of 10, Exceptional, (70)
"We were so pleased with how clean everything was, so very family friendly and so comfortable. Everything was great!"
The Boathouse Cottage is a beachfront family retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Windham
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Windham

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (46)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is SAR 601
SAR 655 total
includes taxes & fees
3 Apr - 4 Apr
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (102)
"The place was even nicer than it looked on line. Right on the beach!!! You could hear the waves crashing in the home with the windows shut. Doesn't get much better!the windows closedwas rea"
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is SAR 319
SAR 842 total
includes taxes & fees
26 Mar - 27 Mar
Oceanfront Condo! Spectacular Views From Private Large Balcony
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.